Discover a selection of 266 vacation rentals in Shelter Island Heights that are perfect for your trip. Whether you’re traveling with friends, family, or even pets, Vrbo vacation homes have the best amenities for hanging out with the people that matter most, including swimming pools and private pools. Prices start at $400 per night, and houses and cottages are popular options for a stay in Shelter Island Heights. Either way, you'll find a rental for everyone's needs.
AsyncDestinationUrgency
Top rated rentals — Shelter Island Heights
AsyncDestinationInfographic
AsyncDestinationInfographic
AsyncDestinationInfographic
AsyncDestinationInfographic
AsyncExploreBookEnjoy
AsyncExploreBookEnjoy
AsyncExploreBookEnjoy
Destination guide

Explore the waterfront setting in Shelter Island Heights

Come and experience Shelter Island Heights and its opera, entertainment and theater scene. This city's island views, camping and beaches draw many visitors. A vacation rental can help make your stay complete—many rentals come with a full kitchen and laundry facilities.

Activities

Activities and attractions in Shelter Island Heights

Do you want to find things to do in the area? Venture out of your cozy vacation rental and check out everything that makes Shelter Island Heights a fun place to get away. Here are some of the top attractions to explore, all within 30 miles (48.2 km) of the city center:

  • Shelter Island Country Club (0.9 mi / 1.4 km)
  • Gardiner's Bay Country Club (1.4 mi / 2.3 km)
  • Shelter Island Tennis Club (1.7 mi / 2.7 km)
  • Kontokosta Winery (3 mi / 4.8 km)
  • Island's End Golf and Country Club (3.1 mi / 5 km)
  • The Old Field Vineyards (3.5 mi / 5.6 km)
Weather

Seasonal weather averages in Shelter Island Heights

If you're planning a vacation around the weather, July, August, June and September are the hottest months to visit, when temperatures average 83°F.

Natural features

Exploring the natural features in Shelter Island Heights

Travelers appreciate the island views and pristine beaches, which is just a taste of what Shelter Island Heights has to offer. Whether you're looking for fun outdoor activities or just want to appreciate the scenery, Shelter Island Heights is a great place to get out in nature. These are a few of the area's most enchanting natural features, all within 30 miles (48.2 km) of the city center:

  • Sunset Beach (1.2 mi / 1.9 km)
  • Crescent Beach (1.5 mi / 2.4 km)
  • Menhadden Lane Beach (1.7 mi / 2.8 km)
  • Mashomack Preserve (1.8 mi / 2.8 km)
  • Wades Beach (1.8 mi / 2.9 km)
  • Shell Beach (2.1 mi / 3.5 km)
How to get there

How to get to and around Shelter Island Heights

The nearest airport is in East Hampton, NY (HTO), located 9.3 mi (15 km) from the city center. If you're unable to find a flight that fits your schedule, you could also fly into Fishers Island, NY (FID-Elizabeth Field), which is 20.5 mi (32.9 km) away.

How many vacation rentals are available around Shelter Island Heights?

Our 2021 property listings offer a large selection of 266 vacation rentals around Shelter Island Heights. From 249 house rentals to 17 cottage rentals, find a unique house rental for you to enjoy a memorable holiday or a weekend with your family and friends.